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$1,200,000
5 Beds ⋅ 3 Baths ⋅ 409688 MLS ⋅ Fee Simple Tenure
Situated in a desirable North Kihei neighborhood, 295 Kaihoi St offers the space, comfort, and convenience today’s families are looking for. This well-appointed 5-bedroom, 3-bath home features a spacious layout with multiple living areas, providing flexibility for everyday living, entertaining, or working from home. Large windows bring in abundant natural light, creating a warm and inviting atmosphere throughout the home. Step outside to enjoy the fully fenced yard, perfect for children, pets, backyard gatherings, or relaxing in your own private outdoor space. The home is also equipped with leased solar panels, helping to enhance energy efficiency and support Maui’s indoor-outdoor lifestyle. Ideally located in North Kihei, this property offers convenient access to all parts of the island, with nearby beaches, parks, schools, shopping, dining, and an easy commute to Central Maui, Wailea, and Lahaina. Combining comfort, functionality, and an excellent location, this home is a wonderful opportunity to enjoy the best of island living.

295 Kaihoi St, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$947,000
2 Beds ⋅ 2 Baths ⋅ 409683 MLS ⋅ Leasehold Tenure ⋅ Kamaole Nalu BLDG.
Imagine waking up to gentle trade winds, stepping onto your private lanai, and watching the Pacific sparkle as the sun sets over Kamaole Beach. This is daily life at Kamaole Nalu #202 — a beautifully positioned second-floor ocean-view residence that delivers the true essence of South Maui living. Nestled directly between Kamaole Beach Parks I and II, this 2-bedroom, 2-bath condo (774 interior sq ft) offers sweeping panoramic ocean views, legendary sunsets, and effortless beach access. The open-concept layout invites island breezes and natural light throughout, creating a seamless flow from the well-appointed kitchen to the living and dining areas. The expansive private lanai becomes your favorite room — perfect for morning coffee, al fresco meals, whale watching in season, or simply unwinding with a glass of wine as the sky turns golden magenta. Inside, thoughtful island-inspired finishes and comfortable furnishings make this a turn-key retreat that feels like home the moment you arrive. The primary suite offers peaceful king-bed comfort, while the guest room (with queen + twin) easily accommodates family or friends. A convertible sofa sleeper in the living area means the unit comfortably sleeps six — ideal for personal use or generating strong vacation rental income. The property is currently professionally managed by Ali'i Resorts, one of Maui’s most respected and experienced short-term rental management companies. This means everything is already handled seamlessly — from bookings and guest services to maintenance and marketing — delivering peace of mind and proven performance for owners who want hassle-free ownership and reliable income. Kamaole Nalu itself is one of South Kihei’s most desirable oceanfront complexes, with a large oceanfront pool, tropical grounds, gas barbecues, free parking, and direct beach access. You’re minutes from Wailea’s golf, shopping, and dining, yet right in the heart of everything Kihei offers — restaurants, markets, snorkeling, paddleboarding, and year-round beach walks. This property sits in the hotel zone, so it is not subject to Bill 9 and remains a fully legitimate short-term rental (STR). Combined with its prime location and proven appeal, it offers excellent flexibility — whether you want a personal Maui getaway, a full-time residence, or a high-performing investment. Kamaole Nalu #202 is more than a condo. It’s your slice of the Maui lifestyle you’ve been dreaming about — ready for you to enjoy, share, or rent from day one. Note: This is a leasehold property.

2450 S Kihei Rd Unit 202, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,195,000
5 Beds ⋅ 4 Baths ⋅ 409681 MLS ⋅ Fee Simple Tenure
5 bedroom / 4 bath with 2693 sf living area, R-2 Zoned Single Family | Convenient North Kihei Location | Flexibility & Portfolio Opportunity — Rare opportunity to acquire an expansive property on a 7,885 sf R-2 lot with panoramic ocean views from the observation deck! The home features three individual living spaces with a versatile layout that naturally lends itself to extended family living, house-hacking, or a variety of owner-user/income hybrid strategies. R-2 zoning provides a meaningful long-term optionality layer, consistent with future redevelopment or lot utilization strategies as the market evolves. Located in a supply-constrained coastal submarket with limited new residential development, 255 Kaiolohia St delivers a highly desirable North Kihei address, strong tenant appeal, and the adaptability to serve multiple housing strategies over time. A scarce chance to secure a flexible, well-located R-2 asset with easy highway access to all major town centers and world famous beaches.

255 Kaiolohia St, Kihei

Listing courtesy of Kokua Realty LLC.

$535,000
1 Beds ⋅ 1 Baths ⋅ 409680 MLS ⋅ Fee Simple Tenure ⋅ Kihei Resort BLDG.
MOTIVATED TO SELL. Ground Floor. Garden Views. Right Across from the Beach. Whether you're looking for your own home on Maui or a property that works while you're not in it — this one delivers both. This updated ground-floor 1-bedroom, 1-bath condo at Kihei Resort is the kind of find that checks boxes you didn't even know you had. The bright, comfortable living space flows out to a private covered lanai surrounded by lush tropical gardens — your morning coffee spot, your evening wind-down, your little corner of the island. For Homebuyers, it's the retreat you've been waiting for. For an investor, it's the ambiance guests pay a premium for. The kitchen comes equipped with stainless steel appliances and generous counter space — ready for a quiet night in or prepped for a week of guests. The bathroom features elegant tile work and contemporary fixtures, and the in-unit stackable washer/dryer keeps things convenient whether you're living here full-time or managing a rental. Kihei Resort offers a pool, hot tub, BBQ areas, and beautifully maintained tropical grounds that make everyday life feel a little more like vacation. And the location is hard to beat — Kalepolepo Beach Park is right across the street, with easy beach access and South Maui sunsets that never get old. Flexible living, prime location, Kihei Resort — schedule your showing today.

777 S Kihei Rd Unit 107a, Kihei

Listing courtesy of Real Broker.

$5,000,000
4 Beds ⋅ 4 Baths ⋅ 409679 MLS ⋅ Fee Simple Tenure
Welcome to the Resort in Maui Meadows — an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living converge in one of South Maui’s most coveted neighborhoods. Perfectly positioned above the coastline, this exceptional residence captures sweeping vistas stretching across the Pacific Ocean to the neighboring islands, creating a breathtaking backdrop from nearly every room. By day, enjoy sparkling turquoise waters and endless horizon views; by evening, experience Maui’s legendary sunsets illuminating the sky in spectacular color. Designed to live like a private luxury resort, the property is an entertainer’s dream. Expansive indoor-outdoor living spaces flow seamlessly onto oversized lanais and gathering areas curated for unforgettable sunset dinners, cocktail parties, celebrations, and relaxed evenings beneath the stars. The open-concept design invites effortless hosting while maximizing the stunning ocean vistas and cooling island trade winds throughout the home. The chef’s kitchen anchors the residence with premium appliances, generous prep and serving areas, and elegant finishes designed for both intimate dining and large-scale entertaining. Spacious guest accommodations provide comfort and privacy for family and friends, while the primary suite offers a tranquil retreat with spa-inspired luxury and mesmerizing ocean views. Surrounded by lush tropical landscaping and an atmosphere of complete serenity, the Resort in Maui Meadows delivers a rare sense of escape while remaining just moments from Wailea’s world-class beaches, golf courses, fine dining, and luxury resorts. This is more than a home — it is a destination, a retreat, and a lifestyle defined by breathtaking beauty, privacy, and unforgettable entertaining in the heart of South Maui.

557 Kupulau Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$2,550,000
2 Beds ⋅ 2 Baths ⋅ 409670 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
Experience elevated island living in this beautifully appointed condominium at Lai Loa Wailea, one of South Maui’s newest luxury communities. Purchased new in 2024, this fully furnished ocean-view residence offers an exceptional blend of modern design, refined finishes, and effortless lock-and-leave ownership in the heart of Wailea. Thoughtfully designed for both full-time and second-home living, the residence features seamless indoor-outdoor flow, expansive west-facing lanai space, premium appliances, custom cabinetry, spa-inspired bathrooms, and sophisticated smart-home integration throughout. Additional conveniences include app-controlled systems, EV charging capability, Moen Flo leak detection, oversized dedicated storage, and two parking stalls. The open-concept layout is filled with natural light and oriented to capture ocean views, Maui sunsets, and year-round coastal breezes, creating an ideal setting for both everyday comfort and relaxed entertaining. Located within the gated Lai Loa community, owners enjoy resort-style amenities including an infinity-edge pool, spa, fitness center, steam and sauna facilities, gathering spaces, secure entry, elevator access, and beautifully landscaped grounds moments from Wailea’s beaches, golf, dining, and shopping. Offered fully furnished and vacant for immediate occupancy, this residence presents a compelling opportunity for buyers seeking quality, convenience, and long-term value within one of Wailea’s premier luxury communities. Private showings available by appointment.

24 Kai Malu Unit 3-A, Kihei

Listing courtesy of Island Sotheby's International Realty(W).

$2,390,000
3 Beds ⋅ 2 Baths ⋅ 409661 MLS ⋅ Fee Simple Tenure
Welcome home to this impeccably maintained, turn-key residence in the highly sought-after Kilohana Ridge community in South Kihei. Thoughtfully designed for comfort and easy island living, the home is filled with natural light as expansive living room windows frame the lush tropical landscaping beyond. Travertine flooring and stainless steel appliances add a refined touch throughout the interior. The open-concept kitchen offers abundant storage, a convection range, and seamless access to the inviting outdoor patio — an ideal setting for entertaining guests or enjoying peaceful evenings at home. A custom-designed stucco wall blends harmoniously with the terraced backyard wall, where thoughtfully curated landscaping creates a tranquil sense of privacy and serenity. The spacious primary suite has a walk-in closet and an ensuite bath complete with a soaking tub and beautifully tiled shower. Two additional bedrooms offer generous space and flexibility, while the secondary bathroom carries through the same custom tile work for a cohesive design aesthetic. Additional highlights include an owned photovoltaic system with a Tesla battery for energy efficiency, central air conditioning, and an additional split AC system dedicated to the primary bedroom for added comfort. The home also features a two-car garage. Ideally situated, the home is just a 5–10 minute walk to the golden sands of Keawakapu Beach and only moments from Wailea’s championship golf courses, exceptional dining, shopping, and a variety of nearby amenities. This home invites you to settle in and immediately enjoy the Maui lifestyle.

108 Ahekolo St, Kihei

Listing courtesy of Hawaii Life (W).

$649,900
1 Beds ⋅ 2 Baths ⋅ 409659 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
MASSIVE $225,000 PRICE REDUCTION! This incredible discount reflects Maui's current short-term rental zoning transitions, offering a rare opportunity to acquire a premium, turnkey end unit at Maui Kamaole in South Kihei at an unbeatable value. Following the passage of Bill 9, Maui County officially approved Bill 88 to create a brand-new H-3 / H-4 hotel zoning framework explicitly designed to allow qualifying apartment-zoned resort properties to pursue permanent short-term rental zoning. Maui Kamaole is among the prominent South Maui properties formally listed to pursue this streamlined pathway. In the meantime, short-term rentals remain a fully viable option here until at least January 1, 2031, providing an excellent window for immediate cash flow and personal use. Tucked away from car and foot traffic, this private, ground-level home offers ultimate peace and quiet in a sprawling garden setting bursting with tropical flowers. Enjoy amazing cross breezes thanks to two private outdoor spaces: a front garden lanai and a second walled patio. The spacious interior layout features two full baths and two sofa beds, allowing the living area to seamlessly serve as a second bedroom for guests. Upgraded for modern comfort, the unit boasts two brand-new, energy-efficient mini-split A/C units, a California King bed, newer kitchen appliances, and a built-in water filter and 6 closets. Positioned in a wind-sheltered section with excellent drainage, you will experience protection from storms and no issues with gnats. Steps from your door, enjoy resort amenities like the delightful waterfall pool, jacuzzi, tennis courts, and BBQ areas. Best of all, you are directly across the street from the Kihei boat launch and world-class beaches such as Kamaole III and Keawakapu Beach. Offered completely furnished—including all kitchenware, linens, a fruiting dwarf lime tree, and even beach gear. Truly turn-key and ready for you to move right in or rent out!

2777 S Kihei Rd Unit K101, Kihei

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$100,000
409655 MLS ⋅ Kihei Commercial BLDG.
Business Only! Maui BBQ Grills and Outdoor Kitchens sells high end luxury outdoor appliances, grills, smokers, pizza ovens, refrigeration, and accessories. Price is $100,000 + Inventory & Fixtures. Large opportunity with condo developments, luxury properties, and estates. Listing agent is a partial owner No real estate will be sold. This is only the sale of a business.

300 Ohukai Rd, Kihei

Listing courtesy of Hawaii Life (W).

$949,000
1 Beds ⋅ 1 Baths ⋅ 409650 MLS ⋅ Fee Simple Tenure ⋅ Kihei Surfside BLDG.
Kihei Surfside Unit 209 is OCEANFRONT ON THE ISLAND OF MAUI. GORGEOUS OCEAN VIEWS! Set along South Maui’s treasured shoreline, where seasonal whale watching and sea turtle sightings reflect the natural rhythm of the coast, this contemporary remodeled one-bedroom, one-bath condominium offers an inspiring connection to its surroundings. In the main living area, an entire wall of windows frames expansive views of the Pacific Ocean, lush manicured lawn, and the West Maui Mountains in the distance, filling the home with natural light and beauty. The kitchen features richly veined polished granite countertops and is thoughtfully designed to capture ocean views, opening seamlessly into the living space for an effortless indoor-outdoor flow centered on the scenery beyond. Beyond the interiors, the private lanai becomes an extension of the home itself — a place to begin the morning with coffee or unwind beneath Maui’s unforgettable sunsets. The bedroom features a Cal King bed, while the living area offers additional accommodations with a sleeper sofa. The modern bath features a sleek walk-in shower and the same rich deep-veined granite as in the kitchen. Two split air-conditioners provide comfort throughout the year. At Kihei Surfside, residents and guests enjoy an exceptional collection of resort-style amenities, including oceanfront BBQ areas, a beautifully maintained lawn with putting green, and a renovated pool overlooking the sea — all designed to embrace Maui’s outdoor lifestyle. Just steps away lies world-renowned Keawakapu Beach, celebrated for its golden sand, blue waters, exceptional snorkeling, swimming, and diving. Paddleboards, kayaks, and surf gear are conveniently available nearby. Moments away, Wailea offers world-class golf, luxury resorts, acclaimed dining, and premier shopping at The Shops at Wailea, creating a lifestyle that effortlessly blends relaxation, recreation, and sophistication. Hotel-zoned with a STRONG VACATION RENTAL HISTORY and exceptional guest reviews, Unit 209 offers a compelling opportunity for those seeking a primary residence, a vacation home, and/or investment potential. The choice is yours. Come experience the beauty and ease of life by the sea... at one of Maui’s most coveted oceanfront locations. Maui Beach Life!

2936 S Kihei Rd Unit 209, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$2,875,000
2 Beds ⋅ 2 Baths ⋅ 409643 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
Experience elevated island living at La‘i Loa Wailea, Wailea’s newest luxury condominium development, in this beautiful 2-bedroom, 2-bath 1,374 sq. ft. residence offering beautiful ocean and Molokini views from the spacious lanai. Designed to embrace Maui’s coveted indoor-outdoor lifestyle, this luxury condominium blends modern elegance, comfort, and resort-style amenities within one of South Maui’s most sought-after gated communities. This lovely residence features tile flooring throughout the unit, creating a seamless and sophisticated coastal aesthetic. The expansive lanai is enhanced with privacy shades to help block the afternoon sun while providing the perfect setting to enjoy year-round sunsets, ocean views, and Molokini vistas. Airflow and comfort are thoughtfully enhanced by sleek Big Ass Fans throughout the residence, complementing the home’s relaxed yet refined island aesthetic. The open-concept design seamlessly connects the kitchen, dining, living, and lanai spaces, creating an effortless flow for entertaining or everyday indoor-outdoor living. Additional features include an EV charger, extra storage, and the convenience of two parking spaces, including a 1-car garage and 1-surface stall. La‘i Loa residents enjoy exceptional resort-style amenities including a stunning 75-foot lap pool, beautifully designed amenity center, fitness room, sauna, and steam sauna. Thoughtfully designed by award-winning Weinstein A+U Architects, the gated community offers privacy, security, and contemporary island architecture in the heart of Wailea. Located moments from Wailea’s world-renowned beaches, golf courses, luxury resorts, shopping, and dining, this is an exceptional opportunity to own in one of Maui’s premier luxury communities.

78 Kai Malu Dr Unit 202 (14D), Kihei

Listing courtesy of Polaris Pacific.

$599,000
3 Beds ⋅ 2 Baths ⋅ 409625 MLS ⋅ Fee Simple Tenure ⋅ Flats At Kamalani BLDG.
Minutes away from white sand beaches, very conveniently located! This move in ready 3-bedroom unit is within the highly sought Kamalani community. Private, quiet corner residence offers 3 bedrooms, 2 full baths and includes two parking stalls, in-unit laundry, a fenced outdoor area, and is Pet friendly. In North Kihei, you’ll enjoy easy access to world-class beaches, restaurants, shopping, as well as Kahului and Wailuku. Community amenities include a landscaped greenway with a two-way bike path, separate walking and jogging sidewalks, native Hawaiian and flowering plantings throughout the common areas, and a community center with internet hot spots. Energy-efficient features such as a gas range and tankless gas water heater help reduce utility costs. The maintenance fee includes upgraded fiber-optic internet/Wi-Fi, cable, water, sewer, refuse service, resident management, pest control, dryer vent clean-outs, and common area and building insurance. This is an exceptional opportunity to enjoy convenient, low-maintenance living in one of South Maui’s most desirable communities.

48 Kihalani Pl Unit 3708, Kihei

Listing courtesy of Kokua Realty LLC.

$1,375,000
2 Beds ⋅ 2 Baths ⋅ 409623 MLS ⋅ Fee Simple Tenure ⋅ Hale Hui Kai BLDG.
Beach Front! Hidden along the renowned mile long white sandy beach of Keawakapu, Hale Hui Kai is a charming, low rise beachfront complex that captures the timeless feeling of Old Hawaii. Lush tropical landscaping and open air walkways welcome you into this well maintained oceanfront retreat, where the relaxed Maui lifestyle takes center stage. From the ground floor garden access to the pool and beach, making it effortless to enjoy swimming, paddleboarding, snorkeling, and relaxing by the water. Evenings are spent taking in Maui’s spectacular sunsets. Conveniently located near Wailea’s world class golf courses, shopping, dining, and resort amenities, the property also offers seasonal whale watching during the winter months right offshore. This two bedroom, two bath residence features a partial ocean view and is offered fully furnished, excluding the Sellers artwork and paintings. Interior features are granite counter tops, updated cabinetry, central AC, and an in unit washer and dryer, with an additional community laundry facility available onsite. Whether you are seeking the perfect Maui getaway, a beachfront primary or a second home, or a vacation rental, this is a rare opportunity to own a beachfront condominium on Maui. The $164,000 assessment for major renovations to the complex has been paid by the Seller in advance.

2994 S Kihei Rd Unit 301, Kihei

Listing courtesy of Island Sotheby's International Realty(W).

$679,000
409621 MLS ⋅ Fee Simple Tenure
Located in the Kihei Commercial Plaza, Unit B309 offers a versatile blend of retail, warehouse, and office space ideal for a variety of business or personal uses. The unit features a spacious warehouse area with a 12-foot overhead roll-up door for easy loading and access, plus an approximately 575 sq. ft. mezzanine office space above. Whether you are looking for a functional commercial space for your business operations, a showroom, contractor storage, or even a secure place to store luxury vehicles and recreational "toys," this unit offers outstanding flexibility. An additional opportunity exists to purchase the neighboring Unit B310 together, creating approximately 2,662 sq. ft. combined, not including the mezzanine loft spaces, for even greater potential and expanded functionality. The owner of the property is the listing agent

300 Ohukai Rd, Kihei

Listing courtesy of Hawaii Life (W).

$639,000
1 Beds ⋅ 2 Baths ⋅ 409619 MLS ⋅ Leasehold Tenure ⋅ Maui Hill BLDG.
Tucked into the lush tropical grounds of Maui Hill, Unit 107—lovingly known as the “Honeymoon Suite”—captures the warmth, romance, and easy rhythm of South Maui living. This spacious 1-bedroom, 2-bath residence offers over 800 square feet of island comfort, filled with natural light, gentle trade winds, and beautiful ocean views that invite you to slow down and savor each moment. Thoughtfully designed for relaxed indoor-outdoor living, the condo features expansive lanais perfect for morning coffee, sunset dining, or unwinding after a day at the beach. The open, airy feel and welcoming ambiance create a true Maui retreat infused with aloha. Large bedroom features California king bed and tasteful furnishings. Maui Hill is a beloved South Maui property known for its beautifully maintained tropical grounds and exceptional resort-style amenities, including a heated pool and hot tub, tennis courts, putting green, bocce ball, BBQ areas, and more. Ideally located near the Kihei Boat Ramp and the golden sands of Keawakapu Beach, you’re also just minutes from the restaurants, galleries, boutique shopping, and championship golf courses of Wailea. Whether you’re searching for a peaceful island escape, a cherished vacation home, or a popular rental opportunity, Maui Hill 107 offers the perfect blend of comfort, charm, and the unmistakable spirit of Maui. This is a Leasehold property

2881 S Kihei Rd Unit 107, Kihei

Listing courtesy of Hawaii Life (W).

$2,848,000
3 Beds ⋅ 4 Baths ⋅ 409610 MLS ⋅ Fee Simple Tenure
A private Wailea Kialoa retreat, where chic island elegance meets effortless living. This custom single-level 3-bedroom, 3.5-bath residence offers an open and thoughtfully crafted floor plan with seamless indoor-outdoor living. The expansive great room connects to a covered lanai through retractable pocket doors, creating an ideal setting for everyday living and entertaining. The well-appointed chef’s kitchen features striking granite surfaces, paired with timeless wood finishes throughout, custom wood cabinetry, and premium appliances including Viking, Bosch, and Sub-Zero, along with a large dine-in bar and adjacent dining area. The serene primary suite includes a secluded lanai, large walk-in closet, and an en-suite bath with spa inspired dual vanities, soaking tub, and walk-in shower. Two additional guest bedrooms each offer en-suite baths and direct outdoor access, providing privacy and flexibility. Outdoor amenities include a lagoon-style pool and spa, tropical landscaped yard, and mature trees, foliage and lava rock wall for your own private sanctuary. Additional features include a spacious 2-car garage with workroom/storage area. Conveniently located near Wailea’s white sandy beaches, award winning golf courses, world class dining, and shopping.

230 E Panana Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$949,000
409599 MLS ⋅ Fee Simple Tenure
Grandiose views within one of South Maui's most coveted neighborhoods. This spacious 25,744 sq. ft. lot in sought-after Maui Meadows offers a truly rare chance to design and build your custom island retreat from the ground up! The canvas is clean, complete with building locations, septic, and ready for your vision. Maui Meadows is renowned for its large lots, cool upcountry breezes, and stunning ocean and mountain views — and this parcel delivers on all counts. Tucked on quiet Malina Place, you're just minutes from the world-class dining, shopping, and white-sand beaches of Kihei and Wailea, including Keawakapu, Ulua, and Maluaka beaches. Whether you're envisioning a luxurious single-family estate, a multi-generational compound, or an investment property, the generous lot size gives you the space and flexibility to make it happen. Surrounded by high-quality homes in one of South Maui's premier residential communities, this is the kind of opportunity that rarely comes to market. Come build something extraordinary.

3467 Malina Pl, Kihei

Listing courtesy of Century 21 Island Homes.

$1,279,900
2 Beds ⋅ 2 Baths ⋅ 409575 MLS ⋅ Fee Simple Tenure ⋅ Ke Alii Ocean Villas BLDG.
Welcome to Ke Ali‘i Ocean Villas—where comfort meets convenience in the heart of south Maui. This beautifully maintained ground-floor 2-bedroom, 2-bath features 9-foot ceilings, a spacious open layout, and a private patio for seamless indoor-outdoor living. One of the very few condominiums in the area with a detached garage, offering rare extra storage and ease of access. The community features lush tropical landscaping, a resort-style clubhouse, fitness center, and an inviting in-ground pool and spa. Located just minutes from South Maui’s best beaches, restaurants, and shops.

34 Hauwahine Ln Unit G 102, Kihei

Listing courtesy of eXp Realty.

$2,895,000
3 Beds ⋅ 2 Baths ⋅ 409559 MLS ⋅ Fee Simple Tenure ⋅ Keala O Wailea BLDG.
Welcome to modern Hawaiian luxury at Keala o Wailea Unit 4-101. This rare 3-bedroom, 2-bathroom residence offers effortless single-level living with absolutely no stairs in an exclusive, pet-friendly gated community. Premiere ground floor units in this community rarely come up for sale. Offered fully furnished and turnkey, the home features a soothing, neutral coastal aesthetic. The open-concept living area is highlighted by large retractable glass doors that create seamless indoor/outdoor living. Step onto your spacious covered lanai to soak in massive ocean views spanning Kaho'olawe, Molokini, West Maui and Lanai, all while overlooking the Wailea Blue Golf Course. The gourmet kitchen is equipped with sleek contemporary cabinetry, elegant quartz countertops, and premium Bosch appliances. Every detail is thoughtfully designed for comfort and elevated island living. Due to its location in the center of the complex, the unit is conveniently located near the amenities including a stunning ocean-view pool, spa, fitness room, and clubhouse with BBQ facilities This unit includes two parking spaces, featuring a covered carport with built-in storage, and a second space which is just steps from the front door. There is access to additional storage for your recreational equipment. You are also situated immediately adjacent to the Wailea Gateway Shops, putting exceptional dining, shopping, fitness facilities, doctor's office and a pharmacy just a short stroll from your front door. Experience the pinnacle of quiet, contemporary Wailea living in Unit 4-101, where breathtaking vistas, sophisticated design, and everyday convenience perfectly align.

59 Wailea Gateway Pl Unit 4-101, Kihei

Listing courtesy of Hawaii Life (W).

$895,000
3 Beds ⋅ 3 Baths ⋅ 409554 MLS ⋅ Fee Simple Tenure
Also listed as Condominium MLS#409553. This is a Residential CPR.Rare offering in South Maui! Southpointe Home H is a residential condominium one of only 10 in the entire complex. Home H is a beautiful two story home in a residential condominium that lives like a home! Let the home owners association take care of the exterior upkeep while you enjoy the fantastic Maui lifestyle. Home H offers beautifully tiled floor throughout, a new roof in 2026, new central A/C in 2026 and a new hot water heater in 2025. All of this and a two car garage, private driveway and a fully fenced private back yard. Located in North Kihei with easy access to town, shopping and the airport. Restaurants, white sandy beaches and water activities are all within easy access. Maintenance fees include Water/Sewer, trash, Master insurance, TV cable with high speed internet and back yard and exterior maintenance. Southpointe Community also offers private security. Call your favorite REALTOR® to view this outstanding value.

480 Kenolio Rd Unit H, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$895,000
3 Beds ⋅ 3 Baths ⋅ 409553 MLS ⋅ Fee Simple Tenure ⋅ Southpointe At Waiakoa BLDG.
Also listed as Residential MLS #409554. Rare offering in South Maui! Southpointe Home H is a residential condominium one of only 10 in the entire complex. Home H is a beautiful two story home in a residential condominium that lives like a home! Let the home owners association take care of the exterior upkeep while you enjoy the fantastic Maui lifestyle. Home H offers beautifully tiled floor throughout, a new roof in 2026, new central A/C in 2026 and a new hot water heater in 2025. All of this and a two car garage, private driveway and a fully fenced private back yard. Located in North Kihei with easy access to town, shopping and the airport. Restaurants, white sandy beaches and water activities are all within easy access. Maintenance fees include Water/Sewer, trash, Master insurance, TV cable with high speed internet and back yard and exterior maintenance. Southpointe Community also offers private security. Call your favorite REALTOR® to view this outstanding value.

480 Kenolio Rd Unit H, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,899,000
4 Beds ⋅ 3 Baths ⋅ 409548 MLS ⋅ Fee Simple Tenure
Welcome to this beautifully maintained single-level home in the desirable Ke Ali'i Kai subdivision, ideally located in the heart of Kihei. Enjoy the convenience of being just minutes from stunning beaches, shopping, dining, and all that nearby Wailea has to offer. This 4-bedroom, 2.5-bath residence invites you in with lush tropical landscaping that provides exceptional privacy in both the front and back yards. Inside, the open floor plan is enhanced by vaulted ceilings, creating a bright and airy living space perfect for both everyday living and entertaining. The spacious primary suite offers privacy and ample storage, featuring a walk-in closet and ensuite bath with direct access to the lanai. One of the bedrooms is ideally suited for a home office or den, while two additional bedrooms, a full bath, powder room for guests, and a dedicated laundry room offer flexibility and comfortable living. Recent upgrades include a photovoltaic (PV) system with a Tesla battery backup, along with a new refrigerator, dishwasher, and washing machine. Attic fans have also been added to help maintain a comfortable indoor temperature year-round. Step outside to your private backyard oasis, where tropical landscaping and a tranquil water feature create a serene, Zen-like setting—perfect for morning coffee or evening meals. Being sold furnished and thoughtfully cared for, this home is ideal as a full-time residence or part-time island retreat. A must-see opportunity in one of South Maui’s most sought-after neighborhoods.

211 Kuli Puu St, Kihei

Listing courtesy of Island Sotheby's International Realty(W).

$969,880
2 Beds ⋅ 2 Baths ⋅ 409538 MLS ⋅ Fee Simple Tenure ⋅ Wailea Fairway Villas BLDG.
$1179.49 HOA fees Located in Wailea, this quiet and serene ground-level 2- bedroom, 2 bath condo is within walking distance of the beach and close to many convenient shopping and dining options. The property features amenities such as a saltwater heated pool with hot tub, fitness center, and clubhouse , and barbecue surrounded by well maintained landscaping and on site management. Upgraded appliances and split AC system for comfort . The main bedroom features a walk-in shower , while the second bathroom includes a bathtub . Assigned parking for one vehicle plus guest parking is available. Wifi, cable included. All comments, data is provided by seller or seller's representatives. Buyer to confirm all & hold all parties harmless from any discrepancy data in the mls and advertising. Limited Service–Data Entry Addendum signed by seller/s must be signed by buyer/s with Purchase Contract.

3950 Kalai Waa St Unit C102, Kihei

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$1,500,000
3 Beds ⋅ 3 Baths ⋅ 409531 MLS ⋅ Fee Simple Tenure ⋅ Luana Kai BLDG.
Triple blue views from this rare, top-floor oceanfront 3-bedroom, 3-bathroom retreat offering 1,268 square feet of refined island living — making this one of the most coveted and rarely available units in all of Luana Kai. Soaring vaulted ceilings fill the open-concept layout with light and a sense of grandeur, while breathtaking Pacific Ocean views stretch from every angle. The gourmet kitchen features granite countertops, stainless steel appliances, and a generous peninsula perfect for gathering, while the expansive 200 sq. ft. covered lanai invites al fresco dining and sunset watching above the shimmering blue of the ocean and pool below. Two of the three bedrooms offer private en-suite bathrooms. Every surface has been thoughtfully updated — flooring, fixtures, cabinetry, appliances, and furnishings — resulting in a truly turnkey residence. As part of the beloved Luana Kai Resort, owners enjoy access to a heated pool, hot tub, BBQ pavilion, shuffleboard, a 5-hole putting green, and beachfront pickleball and tennis courts, all just steps from the sands of Waipu'ilani Beach. B-314 is a highly sought-after 3-bedroom vacation rental. Due to frequent bookings, advance notice is required for showings between guest stays. If you're seeking a full-time island home, a second residence, or a high-performing vacation rental investment, Luana Kai B314 delivers the very best of island living.

940 S Kihei Rd Unit B314, Kihei

Listing courtesy of Century 21 Island Homes.

$449,000
1 Beds ⋅ 1 Baths ⋅ 409521 MLS ⋅ Fee Simple Tenure ⋅ Kamoa Views BLDG.
Welcome to Kamoa Views, a solid concrete condominium in the heart of South Kihei with no short-term rentals, offering a more private, residential living experience. Residence 106 is a FULLY RENOVATED 1-bedroom, 1-bath condo featuring a spacious open floor plan and a flexible layout that can function as either a true one-bedroom or studio-style living space—ideal for owners seeking versatility. This east-facing unit enjoys a peaceful setting with beautiful sunrise exposure and comfortable, shaded afternoons on the covered lanai. Located just above the highly sought-after Cove Beach Park, you’re positioned in one of Kihei’s most desirable areas—known for surfing, paddleboarding, and beachside living. Kamoa Views offers secure, key-access entry and covered owner parking, providing both convenience and peace of mind. Within a five-mile radius, you’ll find dozens of Maui’s best beaches, along with hundreds of restaurants, shops, and local amenities, making this an unbeatable location for everyday living. This property is ideal as a primary residence, second home, or long-term investment in one of Maui’s most consistently desirable markets.

2124 Awihi Pl Unit 106, Kihei

Listing courtesy of Pacific Image Properties.

$850,000
3 Beds ⋅ 2 Baths ⋅ 409518 MLS ⋅ Fee Simple Tenure ⋅ Hale Kanani BLDG.
Absolutely stunning corner 3 bedroom 2 bath extra large residential condominium with extra windows at much sought after Hale Kanani in the heart of beautiful Kihei, steps to world famous Charlie Young Beach and Kihei Cove. Completely furnished down to the linens (just bring your toothbrush) Neat and clean as a pin, gorgeous cabinets and countertops, newer ice cold central A/C. and new luxury vinyl flooring. Walking distance to shopping and dining and all beach activities Maui has to offer. This complex is residential and long term rental only so there are no concerns regarding the short term vacation rental issue. This condo needs to be seen to be appreciated so call your favorite REALTOR® to see it today, you won't be disappointed.

44 Kanani Rd Unit 3106, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,395,000
2 Beds ⋅ 2 Baths ⋅ 409516 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.
Experience the beauty of Wailea resort living from this well-positioned "C" model at the Palms at Wailea. Unit 1509 offers 1,242 square feet of interior living space complemented by an expansive 352-square-foot lanai bringing your total living area to nearly 1,600 square feet of Wailea comfort. Enjoy sweeping ocean views from every room, making this unit a rare find where the Pacific serves as your constant backdrop whether you're in the living room, bedroom, or relaxing on your lanai. With only five steps to the entryway, this prime location getaway awaits it's next owner to make great memories. Currently in the Outrigger rental pool, this property offers a ready-made opportunity for investors looking to enter the Wailea vacation rental market. Whether you choose to continue with the existing rental program or explore management options of your own, the infrastructure is already in place. If you are looking for that coveted Wailea address, Palms at Wailea 1509 is one that just checks all the boxes.

3200 Wailea Alanui Dr Unit 1509, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$499,000
1 Beds ⋅ 1 Baths ⋅ 409501 MLS ⋅ Fee Simple Tenure ⋅ Luana Kai BLDG.
Welcome to Luana Kai C207 — a beautifully updated 1-bedroom, 1-bath condo offering 628 sq. ft. of comfortable island living, complemented by an expansive lanai - over 112 sq. ft. of outdoor space. Privately positioned on the second floor of the C building, this northwest-facing unit captures cooling trade winds and overlooks the lush, tropical courtyard, creating a serene, relaxing setting. This turnkey, short-term vacation rental condo is move-in ready and perfectly suited for both personal enjoyment and strong income potential. Recently refreshed with new paint, vinyl flooring, and carpet, fully furnished and ready to go. The thoughtfully designed kitchen features tiled countertops, custom cabinetry, and a bar accented with woven lauhala-style finishes. Luana Kai, an oceanfront resort, offers resort-style amenities including a pool, hot tub, saunas, BBQ areas, and kayak storage. The state-owned oceanfront land bordering the complex features tennis and pickleball courts that feel like an extension of the resort—enhancing both lifestyle and guest appeal. Conveniently located near shopping and dining, C207 is an excellent opportunity to own a turnkey vacation rental or your own piece of paradise.

940 S Kihei Rd Unit C207, Kihei

Listing courtesy of Romvari Realty Ltd.

$2,595,000
4 Beds ⋅ 4 Baths ⋅ 409490 MLS ⋅ Fee Simple Tenure
Also listed as Condo MLS# 409467. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and effortless island living. The 2,129 sq. ft. interior features an open-concept design filled with natural light and quality finishes like Hunter Douglas interior blinds and remote exterior blinds. The recently remodeled kitchen features top-of-the-line appliances like Wolf and Sub-Zero. Modern upgrades include the latest Wi-Fi system, a multi-zone Sonos sound system throughout, and a security system for added convenience and peace of mind. Two true primary suites offer spacious walk-in closets and large double-vanity baths, each remodeled with Toto Washlets. A third bedroom is located in the main living area with a full bath just across the hall, while the fourth bedroom and bath are privately situated off the courtyard—ideal for guests or extended family. Offered fully furnished and turn-key, the home includes a complete inventory of housewares and essentials, making it ready for immediate enjoyment or effortless second-home ownership. Lovely ocean views with dreamy sunsets from your large, private lanai, and the ease of lock-and-leave ownership make this home especially appealing. Association-maintained landscaping enhances the carefree lifestyle. Kanani Wailea amenities include a heated infinity-edge pool, spa, fitness room, and cabana with full kitchen. Just minutes from Wailea’s world-class beaches, golf, dining, and shopping, this is a rare opportunity to own in one of South Maui’s most coveted communities.

100 Poailani Pl Unit 29, Kihei

Listing courtesy of McEntire Realty.

$569,000
1 Beds ⋅ 1 Baths ⋅ 409489 MLS ⋅ Fee Simple Tenure ⋅ Kauhale Makai BLDG.
Oceanfront Property! Easy to Show Beautifully upgraded corner unit with the largest one-bedroom floor plan in this popular oceanfront complex. The Kitchen and bathroom have gone through extensive remodeling over the years. Enjoy your breakfast and watch the whales from the spacious lanai, then take a stroll along the longest stretch of sand on the island to shopping and restaurants along the way. End your day with a beautiful sunset on the Pacific Ocean. Being sold fully-furnished and ready for vacation rentals. Maintenance fee includes electricity for central air conditioning, water, trash, sewer, internet, fire/hurricane insurance, pest control, common area maintenance, and reserves. On-site amenities include a heated pool, kid's pool, hot tub, indoor sauna, putting green, barbecue grills and picnic tables, a shuffleboard court, front desk and activity desk. Nearby public tennis courts, pickle ball and volleyball.

938 S Kihei Rd Unit 301, Kihei

Listing courtesy of Maui International R E Srvs.